Isle of Wight Retreats for 3 People

Let your problems float away as you cross the threshold into a luxury self-catering cottage sleeping 3 on the Isle of Wight. Spontaneous short break or much-anticipated holiday, you can settle straight into your island haven. Browse through our 145 available cottages sleeping up to 3 people on the Isle of Wight and find your favourite today. Read more

Give yourself something to look forward to and secure yourself a dream holiday in a self-catering retreat for three. Whether you are looking for a little extra space to spread out, want to invite a couple of friends, or have a little family of your own, our cottages sleeping 3 people offer all the home-comforts you could need combined with modern luxuries. It's great news if you have a four-legged member of your family too, as many of our cottages are dog-friendly. With everyone able to join in, your Isle of Wight holiday will be complete.

Self-Catering Cottages for 3 on the Isle of Wight

At Classic Cottages we want your holiday to be the best it can be. That's why we personally inspect and handpick all of our cottages onto our books. With each property fully equipped with a complete inventory, you needn't worry about packing everything and the kitchen sink either. All of our cottages provide everything you could need and more for your stay, from your bed linens right down to the last teaspoon. All you need to do? Have fun, relax and make memories. 

Explore 145 cottages sleeping 3 on the Isle of Wight

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £435

The Worsley Apartment

3682

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Offering a high standard of accommodation, The Worsley Apartment is a ground floor apartment within Shanklin Villa, a beautifully converted Victorian building. With a separate kitc...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £435

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £510

The Cattle Byre

4535

2 bedroom, dog friendly self catering cottage near Brighstone, Isle of Wight.


The Cattle Byre has accommodation for three guests across two bedrooms, a double and a single. It has two private outdoor seating areas, the rear enclosed garden can only be access...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £510

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £362

Hove To

3767

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Hove To is one of a collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked-area on two sides with a lovely outlook over th...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £362

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £362

Cockleshells

3815

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £362

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £370

The Beach Retreat

3665

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


This delightful, stylish seafront bungalow is located in a front row position with wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

7 nights from £370

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £403

Orchard Cottage

3936

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, this delightful semi-detached cottage sleeping four is the perfect cottage to spend quality time together as a family in a stunning rural loc...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £403

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £403

Dairy Cottage

3912

2 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight


Originally the farm's milking parlour, Dairy Cottage is a light and airy single-storey cottage with plenty of charm throughout. Mattingly Farm is made up of three barns in total Da...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £403

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £405

Quiet Corner Cottage

3646

2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight.


Quiet Corner is a modestly furnished, comfortable, semi-detached bungalow situated in the popular village of Bembridge, less than a mile from Bembridge beach. As its name suggests ...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £405

Our guests rate us 4.8/5 on Feefo, the independent review site.

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £408

Faithfull Cottage

3600

2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.


Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £408

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £428

5 Sandpipers

3557

2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


5 Sandpipers is a well-equipped, modern house set within a small development in the heart of Seaview. It offers comfortable accommodation for a couple or small family. The livi...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £428

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